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Milfy Chaperone



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When I started seeing her best friend, sis demanded to play the chaperone.



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Sis doesn't trust me alone with her friends, so I suggested she chaperone the encounter



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When I started seeing her best friend, sis demanded to play the chaperone.



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Mom insists on chaperoning when my girlfriend comes over. But more so that I live up to expectations.



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Milfy Chaperone



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With our religious parents, I'm the only boy my sisters are allowed to see without a chaperone. Which isn't as bad as it sounds.



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After chaperoning the school prom, Mom joined my bully's after party



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"I'm sorry that no girl wanted to go to prom with you. I had a really fun time chaperoning with Marcus"



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Marcus took full advantage of Mom's tipsy state after she chaperoned the prom



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The Chaperone – 060



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Mom disappeared after chaperoning the prom, turns out she went to Marcus's after party



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